Triethylamine → Oct-2-enyl acetate

HRID 892635

반응식

HRID 892635 반응식
[C:1]([O:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])(=[O:3])[CH3:2].C(N(CC)CC)C>C(O)C>[C:1]([O:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:3])[CH3:2].[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:3])[CH3:2]

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 190132,7-Octadien-1-ol, 1-acetate

생성물 2

HCID 8164Octyl Acetate수율 23.6%HCID 102248Oct-2-enyl acetate수율 63.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 33.6 grams of 1-acetoxyocta-2,7-diene (I), 0.30 g RuCl2 (PPh3)3, 1.5 ml triethylamine and 120 ml ethanol was heated in a 300 ml stainless steel autoclave under a hydrogen pressure of 450 psi at 30° C. After three hours the rate of hydrogenation was greatly decreased and the pressure drop corresponded to approximately the theoretical amount (0.2 moles). The reaction was stopped, the catalyst filtered off and the crude product analyzed by GC to give 12.5% I, 63.7% 1-acetoxyoct-2-ene (II), and 23.6% 1-acetoxyoctane (III). This corresponds to a selectivity of 72.8% for the formation of II at a 87.5% conversion of I.

후처리

  1. filtrationthe catalyst filtered off

출처 및 근거

ORD 기록
ord-10021cf70af14a6da6cba3c07fc5e37f
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05118837

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